Publications

Biometrics

Patents and Books

Patents

PROCESS FOR THE PREPARATION OF OPTICALLY PURE ENANTIOMERS OF CYCLIC IMINIUM SALTS AND THEIR USE AS CATALYSTS

Mauduit, M., Morvan, J., Lorkowski, J., Vanthuyne, N., Jazzar, R., Bertrand, G.
PCT/EP2022/074330 (Filed 1 Sept 2022), WO2023031335A1 (Filed 3 Sept 2023)

IMINIUM SALTS WITH A BARRALENE RING, CORRESPONDING RUTHENIUM COMPLEXES, AND USES THEREOF

Mauduit, M., Morvan, Talcik, J., Jazzar, R., Bertrand, G., Melaimi, M., Serrato, M.
PCT/EP2022/082039 (15 Nov 2022), WO2023088919A1 (Filed 16 Nov 2021)

OPTICALLY PURE COMPLEXES OF RUTHENIUM COMPLEXES AND USES THEREOF – 1

Jazzar, R., Bertrand, G., Vermersch, F., Vanthuyne, N., Morvan, J., Mauduit, M.
PCT/FR2020/051221 (Filed 8 July 2020), PCT/EP2021/068995 (Filed 8 July 2021), WO2022008946A1 (13 Jan 2022)

OPTICALLY PURE COMPLEXES OF RUTHENIUM COMPLEXES AND USES THEREOF – 2

Jazzar, R., Bertrand, G., Vermersch, F., Vanthuyne, N., Morvan, J., Mauduit, M.
EP/20305787.2 (Filed 8 July 2020), PCT/EP2021/069049 (8 July 2021), WO2022008656A1 (13 Jan 2022)

INTRAMOLECULAR HYDRO-IMINIUMATION AND HYDRO-AMIDINIUMATION OF ALKENES

Jazzar, R., Bertrand, G., Bourg, J. B., Canac, Y., Donnadieu, B., Dewhurst, R. D.
UC Case No. 2007-390-1, US Provisional Application Serial No. 60/903,145 (Filed 23 Feb 2007)

Books & Book Chapters

“Quick-Silver” from a Systematic Study of Highly Luminescent, Two-Coordinate, d¹⁰ Coinage Metal Complexes

Hamze, R., Shi, S., Kapper, S. C., Sylvinson, D., Ravinson, M., Estergreen, L., Jung, M.C., Tadle, A. C., Haiges, R., Djurovich, P. I., Peltier, J. L., Jazzar, R., Bertrand, G., Bradforth, S. E., Thompson, M. E.
In: Electrophosphorescent Materials and Devices, 2023, Taylor & Francis Group.

Eliminating Nonradiative Decay in Cu(I) Emitters: > 99% Quantum Efficiency and Microsecond Lifetime

Hamze, R., Peltier, J. L., Sylvinson, D., Jung, M., Cardenas, J., Haiges, R., Soleilhavoup, M., Jazzar, R., Djurovich, P. I., Bertrand, G., Thompson, M. E.
In: Electrophosphorescent Materials and Devices, 2023, Taylor & Francis Group.

C–H Bond Alkylation (including Hydroarylation of Alkenes)

Jean-Gérard, L., Jazzar, R., Baudoin, O.
In: Metal-Catalyzed Single Bond Construction, 2013, Wiley-VCH.

Ruthenium Lewis Acid-Catalyzed Reactions; Ruthenium in Organic Synthesis

Jazzar, R.F.R., Kündig, E. P.
In: Ruthenium in Organic Synthesis, pp. 257–276, 2004, Wiley-VCH. Editor: Shun-Ichi Murahashi.

Under Review

These are currently under peer review.

Published

A collection of our published scientific work.

2025

Casalta^★ C. et al.
N-Hydrazine cyclic(amino)(alkyl)carbene ruthenium complexes: synthesis and reactivity in olefin metathesis
Chem. Comm., 2025

^HydrazCAAC our newest addition to the cyclic (alkyl)(amino)carbene (CAAC) familly!

Concept Invitation
Sawyer^★ B. et al.
The Genuine Carbene Conundrum
Chem. Eur. J., 2025

This concept article examines recent strategies for identifying carbenes, outlining their strengths and limitations.

Highlighted
Lorkowski^★ J., Gojiashvili^★ L., Yorkgitis^★ P., Pichon^★ D. et al.
A Crystalline Annelated Pyridin-1-ylidene and Its Isomerization into a Pyridin-3-ylidene
J. Am. Chem. Soc., 2025

Ninety years later, Hammick’s vision crystallizes!

Highlighted
Lorkowski^★ J., Yorkgitis^★ P. et al.
Singlet Carbenes Are Stereoinductive Main Group Ambiphiles
J. Am. Chem. Soc., 2025

Using ^ChiCAAC, we steer main group ambiphiles toward defined stereogenicity.

Highlighted
Pessemesse^★ Q., Mendoza^★ S., Peltier^★ J. L. et al.
Harnessing Multi-Center-2-Electron Bonds for Carbene Metal-Hydride Nanocluster Catalysis
Angew. Chem. Int. Ed., 2025

A very stable carbene copper hydride nanocluster inpired by Stryker’s reagent.

2024

Vermersch^★ F., Wang^★ V., et al.
Ambiphilicity of ring-expanded N-heterocyclic carbenes
Chem. Sci., 2024

Ring-expanded N-heterocyclic carbenes especially the 7- and 8- membered rings are very ambiphilic.

Lorkowski^★ J. et al.
Genuine carbene versus carbene-like reactivity
Angew. Chem. Int. Ed., 2024

Is “carbene-like” reactivity a genuine evidence of carbene formation?

Talcik^★ J. et al.
Cyclic (amino)(barrelene)carbene Ru-complexes (CABCs) synthesis and reactivity in olefin metathesis
Dalton Trans., 2024

Cyclic (amino)(barrelene)carbene ruthenium complexes are quite stable!

2023

Morvan^★ J. et al.
Ambivalent Role of Rotamers in Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Enantioselective Ring-Opening Cross-Metathesis
Organometallics, 2023

Catalytic performances in olefin metathesis can be influenced by rotamers.

Highligthed Invitation
Lorkowski^★ J. et al.
A Straightforward Access to Cyclic (Alkyl)(amino)carbene Copper (I) Complexes
Eur. J. Inorg. Chem., 2023

Scalable, versatile, green, and cost/user-friendly strategy preparation of CAACs, BiCAACs and CABCs copper (I) complexes.

Lorkowski^★ J. et al.
Circularly Polarized Luminescence from Cyclic (Alkyl)(Amino) Carbene Derived Propellers
Angew. Chem. Int. Ed., 2023

Cyclic(alkyl)(amino) carbenes (CAACs) as propeller-like luminophores.

Del Vecchio^★ A. et al.
Highly Robust and Efficient Blechert-Type Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Olefin Metathesis
ACS Catal., 2023

Blechert-type CAAC-ruthenium complexes demonstrate remarkable thermal stability and excellent catalytic performances

2022

Yazdani^★ S. et al.
Six-coordinate ruthenium water oxidation catalysts bearing equatorial polypyridinedicarboxylato and axial phosphine ligands
Polyhedron, 2022

Steric and electronic parameters in the axial phosphine ligand affects the catalytic activity of water oxidation

Morvan^★ J. et al.
Cyclic(alkyl)(amino)carbene ruthenium complexes for Z-stereoselective (asymmetric) olefin metathesis
Catal. Sci. Technol., 2022

First Z-stereoselective catechodithiolate ruthenium complexes containing cyclic(alkyl)(amino)carbene ligands

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Gao^★ Y. et al.
(CAAC)Copper Catalysis Enables Regioselective Three-Component Carboboration of Terminal Alkynes
ACS Catal., 2022

Cyclic(alkyl)(amino)carbene (CAAC) ligands perturb the regioselectivity of the copper-catalyzed carboboration of terminal alkynes

Peltier^★ J.L. et al.
An air-stable radical with a redox-chameleonic amide
Chem. Commun., 2022

An air-stable (amino)(amido)radical is obtained by reacting a cyclic (alkyl)(amino)carbene with carbazoyl chloride

Vermersch^★ F. et al.
Cyclic (Alkyl)(amino)carbenes: Synthesis of Iminium Precursors and Structural Properties
J. Org. Chem., 2022

Simple and divergent synthesis of cyclic (alkyl)(amino)carbene (CAAC) iminium precursors!!!

2021

Gao^★ Y. et al.
Cyclic (Alkyl)(amino)carbene Ligands Enable Cu-Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes**
Angew. Chem. Int. Ed., 2021

Strongly σ-donating carbenes perturb the regioselectivity in copper−boryl species to C−C π-bonds

Review Morvan^★ J. et al.
Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis
ACS Catal., 2021

CAAC ligands in olefin metathesis (including patents) until 2021

Highlighted
Vermersch^★ F. et al.
Stable Singlet Carbenes as Organic Superbases
Angew. Chem. Int. Ed., 2021

Carbenes should not be overlooked as neutral purely organic superbases

2020

Mantanona^★ A.J. et al.
Tuning electronic structure through halide modulation of mesoionic carbene cobalt complexes
Dalton Trans., 2020

First examples of Co(II) mesoionic carbene complexes

Review Jazzar R. et al.
Cyclic (Alkyl)- And (Aryl)-(amino)carbene Coinage Metal Complexes and Their Applications
Chem. Rev., 2020

Applications of cyclic (alkyl)- and (aryl)-(amino)carbenes (CAACs and CAArCs) until 2020

Highlighted
Morvan^★ J. et al.
Optically Pure C1-Symmetric Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Asymmetric Olefin Metathesis
J. Am. Chem. Soc., 2020

First optically pure ruthenium complexes bearing cyclic (alkyl)(amino)carbene ligands in olefin metathesis

Highlighted
Peltier^★ J.L. et al.
Realizing metal-free carbene-catalyzed carbonylation reactions with CO
J. Am. Chem. Soc., 2020

First metal-free catalyzed carbonylation reactions

Junor^★ G.P., Lorkowski^★ J. et al.
The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes
Angew. Chem. Int. Ed., 2020

The carbene selenium scale is not as linear as it seems!

Peltier^★ J.L. et al.
Absolute Templating of M(111) Cluster Surrogates by Galvanic Exchange
J. Am. Chem. Soc., 2020

Ambiphilic carbenes unlock full templated galvanic exchange across coinage metals!

Yazdani^★ S. et al.
Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes
ACS Catal., 2020

BiCAAC-gold complexes deliver unmatched stability and efficiency, rivaling the most advanced ligand systems!

2019

Romero^★ E.A. et al.
Understanding the Activity and Enantioselectivity of Acetyl-Protected Aminoethyl Quinoline Ligands in Palladium-Catalyzed β-C(sp3)-H Bond Arylation Reactions
J. Am. Chem. Soc., 2019

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Hamze^★ R. et al.
Eliminating nonradiative decay in Cu(I) emitters: >99% quantum efficiency and microsecond lifetime
Science, 2019

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Hamze^★ R. et al.
Quick-Silver from a Systematic Study of Highly Luminescent Two-Coordinate d10 Coinage Metal Complexes
J. Am. Chem. Soc., 2019

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Regnier^★ V. et al.
What Are the Radical Intermediates in Oxidative N-Heterocyclic Carbene Organocatalysis?
J. Am. Chem. Soc., 2019

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Tolentino^★ D.R. et al.
Reductive Elimination at Carbon under Steric Control
J. Am. Chem. Soc., 2019

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Pichon^★ D. et al.
The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis
Chem. Sci., 2019

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Junor^★ G.P. et al.
Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis
Angew. Chem. Int. Ed., 2019

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2018

Mahoney^★ J.K. et al.
The serendipitous discovery of a readily available redox-bistable molecule derived from cyclic(alkyl)(amino)carbenes
Org. Chem. Front., 2018

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Weinstein^★ C.M. et al.
Highly Ambiphilic Room Temperature Stable Six-Membered Cyclic (Alkyl)(amino)carbenes
J. Am. Chem. Soc., 2018

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Highlighted
Romero^★ E.A. et al.
Tandem copper hydride–Lewis pair catalysed reduction of carbon dioxide into formate with dihydrogen
Nature Catalysis, 2018

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Nakano^★ R. et al.
A crystalline monosubstituted carbene
Nature Chemistry, 2018

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2017

Romero^★ E.A. et al.
(CAAC)CuX-catalyzed hydroboration of terminal alkynes with pinacolborane directed by the X-ligand
J. Organomet. Chem., 2017

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Mahoney^★ J.K. et al.
The Advantages of Cyclic Over Acyclic Carbenes To Access Isolable Capto-Dative C-Centered Radicals
Chem. Eur. J., 2017

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Tomás-Mendivil^★ E. et al.
Bicyclic (Alkyl)(amino)carbenes (BICAACs): Stable Carbenes More Ambiphilic than CAACs
J. Am. Chem. Soc., 2017

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Goutierre^★ A.-S. et al.
Comparative structural analysis of biarylphosphine ligands in arylpalladium bromide and malonate complexes
Organometallics, 2017

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Hamze^★ R. et al.
"Phosphorescent 2- 3- and 4-coordinate cyclic (alkyl)(amino)carbene (CAAC) Cu(i) complexes
Chem. Commun., 2017

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Melaimi M. et al.
Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments
Angew. Chem. Int. Ed., 2017

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Hansmann^★ M.M. et al.
(Phosphanyl)phosphaketenes as building blocks for novel phosphorus heterocycles
Chem. Sci., 2017

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Romero^★ E.A. et al.
Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride
Angew. Chem. Int. Ed., 2017

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2016

Hansmann^★ M.M. et al.
Singlet (Phosphino)phosphinidenes are Electrophilic
J. Am. Chem. Soc., 2016

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Peltier^★ J.L. et al.
Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2
Chem. Commun., 2016

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Chu^★ J. et al.
Synthesis of hemilabile cyclic (alkyl)(amino)carbenes (CAACs) and applications in organometallic chemistry
J. Am. Chem. Soc., 2016

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Romero^★ E.A. et al.
"Catalyst-free dehydrocoupling of amines alcohols and thiols with pinacol borane and 9-borabicyclononane (9-BBN)
Chem. Commun., 2016

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Romero^★ E.A. et al.
Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane
Chem. Sci., 2016

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2014

Janody^★ S. et al.
Synthesis of 1-indanols and 1-indanamines by intramolecular palladium(0)-catalyzed C(sp3)-H arylation: Impact of conformational effects
Chem. Eur. J., 2014

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Nella^★ N. et al.
Efficient Pd-Catalyzed Allene Synthesis from Alkynes and Aryl Bromides through an Intramolecular Base-Assisted Deprotonation (iBAD) Mechanism
Chem. Eur. J., 2014

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2013

Aspin^★ S. et al.
Palladium-catalyzed β-arylation of silyl ketene acetals and application to the synthesis of benzo-fused δ-lactones
Organic Letters, 2013

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2012

Davi^★ M. et al.
"Synthesis of cyclobutarenes by palladium-catalyzed c(sp3)-h bond arylation: Preparation of methyl 7-methylbicyclo[4.2.0]octa-1,3,5-triene-7- carboxylate
Org. Synth., 2012

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Highlighted
Martin^★ N. et al.
Diastereo- and enantioselective intramolecular C(sp3)-H arylation for the synthesis of fused cyclopentanes
Chem. Eur. J., 2012

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Highlighted
Sofack-Kreutzer^★ J. et al.
Synthesis of hexahydroindoles by intramolecular C sp 3-H alkenylation: Application to the synthesis of the core of aeruginosins
Angew. Chem. Int. Ed., 2012

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Larini^★ P. et al.
On the mechanism of the palladium-catalyzed β-arylation of ester enolates
Chem. Eur. J., 2012

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Aspin^★ S. et al.
Synthesis of aromatic α-aminoesters: Palladium-catalyzed long-range arylation of primary Csp3-H bonds
Angew. Chem. Int. Ed., 2012

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2010

Jazzar R. et al.
Functionalization of organic molecules by transition-metal-catalyzed C(sp3)-H activation
Chem. Eur. J., 2010

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Renaudat^★ A. et al.
Palladium-catalyzed β arylation of carboxylic esters
Angew. Chem. Int. Ed., 2010

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2008

Chantler^★ V.L. et al.
Stoichiometric and catalytic reactivity of the N-heterocyclic carbene ruthenium hydride complexes...
Dalton Trans., 2008

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2007

Brinkmann^★ Y. et al.
Chiral ruthenium Lewis acid-catalyzed nitrile oxide cycloadditions
Tetrahedron, 2007

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Jazzar^★ R. et al.
"Intramolecular "hydroiminiumation and -amidiniumation" of alkenes: A convenient, flexible, and scalable route to cyclic iminium and imidazolinium salts"
J. Org. Chem., 2007

Methodology to access a variety of N-heterocyclic carbene (NHC) and cyclic alkyl- and arylaminocarbene (CAAC) precursors

Jazzar^★ R. et al.
"Intramolecular ""hydroiminiumation"" of alkenes: Application to the synthesis of conjugate acids of Cyclic Alkyl Amino Carbenes (CAACs)"
Angew. Chem. Int. Ed., 2007

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2006

Jazzar^★ R.F.R. et al.
Synthesis and isomerisation of two metallated N O-complexes of ruthenium: Models for the Murai reaction
Inorganica Chimica Acta, 2006

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Chatwin^★ S.L. et al.
H - X bond activation via hydrogen transfer to hydride in ruthenium N-heterocyclic carbene complexes: Density functional and synthetic studies
Organometallics, 2006

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Jazzar^★ R. et al.
A new synthetic method for the preparation of protonated-NHCs and related compounds
J. Organomet Chem., 2006

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2004

Kumar^★ P.G.A. et al.
Toward an understanding of the anion effect in CpRu-based diels-alder catalysts via PGSE-NMR measurements
Organometallics, 2004

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Edwards^★ M.G. et al.
Borrowing hydrogen: a catalytic route to C–C bond formation from alcohols
Chem. Commun., 2004

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2003

Chilvers^★ M.J. et al.
"Reversible C-H Bond Activation Reactions of the N-Heterocyclic Carbene Ligands...
Adv. Synth. Catal., 2003

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Chatwin^★ S.L. et al.
Structure Reactivity and Computational Studies of a Novel Ruthenium Hydrogen Sulfide Dihydride Complex
Inorganic Chemistry, 2003

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Jazzar^★ R.F.R. et al.
N-heterocyclic carbene stabilized trans-dihydrido aqua and ethanol complexes of ruthenium: Precursors to complexes with Ru-heteroatom bonds
Organometallics, 2003

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2002

Jazzar^★ R.F.R. et al.
C-C and C-H bond activation reactions in N-heterocyclic carbene complexes of ruthenium
J. Am. Chem. Soc., 2002

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2001

Jazzar^★ R.F.R. et al.
"Synthesis and x-ray structural characterization of... Ruthenium complexes with relevance to the Murai reaction
Organometallics, 2001

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Publications

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Biometrics

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